{3-[1-(2-Fluoro-phenyl)-2,2-dioxo-1,4-dihydro-2H-2lambda*6*-benzo[1,2,6]thiadiazin-3-yl]-propyl}-methyl-amine

ID: ALA1087924

PubChem CID: 24822173

Max Phase: Preclinical

Molecular Formula: C17H20FN3O2S

Molecular Weight: 349.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCN1Cc2ccccc2N(c2ccccc2F)S1(=O)=O

Standard InChI:  InChI=1S/C17H20FN3O2S/c1-19-11-6-12-20-13-14-7-2-4-9-16(14)21(24(20,22)23)17-10-5-3-8-15(17)18/h2-5,7-10,19H,6,11-13H2,1H3

Standard InChI Key:  KUHFOMDKXOTLGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    8.8741   -0.8207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1617   -1.2374    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8787   -1.6460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064   -0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052   -1.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0200   -1.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7363   -1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7334   -0.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0182   -0.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4464   -0.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1623   -0.4159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8751   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5910   -0.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3039    0.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0198   -0.4052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7327    0.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4514   -1.6630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4581   -2.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7457   -2.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7527   -3.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4714   -4.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1844   -3.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1739   -2.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0281   -2.4968    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 12 13  1  0
  2  1  2  0
 13 14  1  0
  7  8  1  0
 14 15  1  0
  4  5  2  0
 15 16  1  0
 11  2  1  0
  2 17  1  0
  8  9  2  0
  7 17  1  0
  9  4  1  0
  3  2  2  0
 18 19  2  0
  8 10  1  0
 19 20  1  0
  5  6  1  0
 20 21  2  0
 10 11  1  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 17 18  1  0
 11 12  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087924

   3-[1-(2-fluorophenyl)-2,2-dioxido-1,4-dihydro-3H-2,1,3-benzothiadiazin-3-yl]-N-methylpropan-1-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.43

Molecular Weight (Monoisotopic): 349.1260

AlogP: 2.63

#Rotatable Bonds: 5

Polar Surface Area: 52.65

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.27

CX LogP: 1.81

CX LogD: -0.91

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -0.91

References

1. Fensome A, Goldberg J, McComas CC, Trybulski EJ, Woodworth RP, Deecher DC, Whiteside GT, Zhang P..  (2010)  Structure-activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores.,  20  (5): [PMID:20153188] [10.1016/j.bmcl.2010.01.056]

Source

Source(1):

• Scientific Literature